Classifications

• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
  • C08K5/00—Use of organic ingredients
  • C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
  • C08K5/41—Compounds containing sulfur bound to oxygen
  • C08K5/42—Sulfonic acids; Derivatives thereof
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T428/00—Stock material or miscellaneous articles
  • Y10T428/13—Hollow or container type article [e.g., tube, vase, etc.]
  • Y10T428/1352—Polymer or resin containing [i.e., natural or synthetic]
  • Y10T428/1397—Single layer [continuous layer]
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
  • Y10T442/30—Woven fabric [i.e., woven strand or strip material]
  • Y10T442/3976—Including strand which is stated to have specific attributes [e.g., heat or fire resistance, chemical or solvent resistance, high absorption for aqueous composition, water solubility, heat shrinkability, etc.]
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
  • Y10T442/60—Nonwoven fabric [i.e., nonwoven strand or fiber material]
  • Y10T442/693—Including a paper layer
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
  • Y10T442/60—Nonwoven fabric [i.e., nonwoven strand or fiber material]
  • Y10T442/696—Including strand or fiber material which is stated to have specific attributes [e.g., heat or fire resistance, chemical or solvent resistance, high absorption for aqueous compositions, water solubility, heat shrinkability, etc.]

Definitions

• the invention relates to a process for the preparation of thermoplastic polymers which makes it possible to obtain a hydrophilic behavior of the surface of objects manufactured with these thermoplastic polymers.
• thermoplastic polymers and additives are shaped by any conventional means (extrusion, injection, printing films ...) to obtain the desired objects.
• the invention finally relates to the applications of these objects in thermoplastic polymers with hydrophilized surfaces.
• Plastics such as polyesters, polyamides, polyolefins, and more particularly polypropylene normally have very hydrophobic surfaces, which is a drawback for many applications of objects made from these thermoplastics.
• sails or films, porous or discontinuous, made from polypropylene or polyester yarns or fibers, obtained by the so-called nonwoven technique, which we will call under the generic term "non-woven textile surface” have an essentially hydrophobic surface behavior. This behavior requires that they be superficially coated, in post-treatment, with soluble surfactant compositions, to be used in applications such as hygiene, wiping, diapers ....
• This surface treatment has the disadvantage of not being durable and also of allowing the surfactant used in the treatment layer to dissolve in the water in contact with it. This point is particularly to be avoided in hygiene applications like diapers.
• hydrophilization of the surface of objects is sought in other applications for example those for mass objects such as parts for the automotive industry. It is desired to be able to paint these parts, and plastics such as polypropylene are not suitable for painting.
• the surface treatment with a coating of a hydrophilic or amphiphilic species is not a viable solution because the hydrophilizing treatment is neither durable nor adherent.
• hydrophilicity is sought because it would clean the water in question.
• food containers polyolefin (PE, PP) pose a cleaning problem when you want to wash in an automatic dishwasher.
• hydrophilicity of polypropylene packaging or films is also sought to prevent slugging, dust deposition, fogging, during the storage of products wrapped polypropylene films in the departments of sales.
• hydrophilicity contributes to the non-adhesion of dust or greasy soils, but also to the flow of static electricity charges responsible for certain types of ensalatorium.
• thermoplastic polymer that has a more hydrophilic surface.
• One of the aims of the present invention is therefore to find a means of preparing a thermoplastic polymer which has a more hydrophilic surface.
• thermoplastic polymer and hydrophilizing agent selected from anionic surfactants in the form of salts or in acid form.
• thermoplastic polymer in which the hydrophilizing agent has been incorporated.
• thermoplastic polymer polyesters, polyamides, polyolefins such as polyethylene and polypropylene.
• anionic surfactants in the form of salts or in acid form, mention may be made of:
• alkylsulphonic acids arylsulphonic acids, optionally substituted with one or more hydrocarbon groups, and whose acidic function is partially or totally salified, such as C 8 -C 50 , especially C 8 -C 30 , alkylsulphonic acids, preferably C 22 -C ⁇ , benzenesulfonic acid, naphthalenesulfonic acids substituted by one to three alkyl groups C 1 -C 30, preferably C 4 -C 16 alkyl and / or alkenyl C 2 -C 30, preferably C 4 -C 1B -
• the mono- or diesters of alkylsulfosuccinic acids of which the linear or branched alkyl part, optionally substituted with one or more hydroxylated and / or alkoxylated, linear or branched C 2 -C 4 (preferably ethoxylated, propoxylated, ethopropoxylated) groups; ).
• the phosphate esters chosen more particularly from those comprising at least one saturated, unsaturated or aromatic hydrocarbon group, linear or branched, comprising 8 to 40 carbon atoms, preferably 10 to 30, optionally substituted by at least one alkoxylated (ethoxylated) group, propoxylated, ethopropoxylated).
• phosphate ester groups mono- or diesterified so that one or two free acid groups or partially or totally salified.
• the preferred phosphate esters are of the mono- and diester type of phosphoric acid and of alkoxylated (ethoxylated and / or propoxylated) mono-, di- or tristyrylphenol, or of alkoxylated (ethoxylated) mono-, di- or trialkylphenol and / or propoxylated), optionally substituted with one to four alkyl groups; phosphoric acid and a C 8 -C 30 alcohol, preferably C 10 -C 22 alkoxylated (ethoxylated or ethopropoxylated); phosphoric acid and a C 8 -C 22 alcohol, preferably C 10 -C 22 , non-alkoxylated.
• sulphate esters obtained from saturated or aromatic alcohols, optionally substituted with one or more alkoxylated groups (ethoxylated, propoxylated, ethopropoxylated), and for which the sulphate functional groups are in the free acid form, or partially or completely neutralized .
• sulfate esters obtained more particularly from saturated or unsaturated C 8 -C 20 alcohols which may comprise 1 to 8 alkoxylated units (ethoxylated, propoxylated, ethopropoxylated); sulphate esters obtained from polyalkoxylated phenol, substituted with 1 to 3 saturated or unsaturated C 2 -C 30 hydroxycarbon groups, and in which the number of alkoxylated units is between 2 and 40; sulphate esters obtained from polyalkoxylated mono-, di- or tristyrylphenol in which the number of alkoxylated units ranges from 2 to 40.
• the anionic surfactants may be in acid form (they are potentially anionic), or in a form partially or totally salified, with a counter-ion.
• the counterion may be an alkali metal, such as sodium or potassium, an alkaline earth metal, such as calcium, or an ammonium ion of formula N (R) 4 + in which R, which may be identical or different, represent a hydrogen atom or a C 1 -C 4 alkyl radical optionally substituted with an oxygen atom.
• R which may be identical or different, represent a hydrogen atom or a C 1 -C 4 alkyl radical optionally substituted with an oxygen atom.
• the anionic surfactants are preferably used in the form of sodium salts. Even more preferably, the anionic surfactant is sodium alkysulphonate, the alkyl group of which is linear or branched, comprising on average from 6 to 30 carbon atoms.
• the anionic surfactant has, for example, the following formula: CH 3 - (CH 2
• a product that can be used is an anionic product sold by Rhodia under the name Catafor FL or Catafor AFL, in solid form.
• the amount of hydrophilizing agent introduced into the polymer is such that the weight ratio between the hydrophilizing agent and the thermoplastic polymer is between 1/99 and 10/90.
• the hydrophilizing agent is mixed and co-melted with the thermoplastic polymer.
• the thermoplastic polymer is generally in the form of solid granules.
• the hydrophilizing agent can be mixed at room temperature with the polymer granules and then introduced into a mixing tool heated.
• the hydrophilizing agent may also be introduced into the mixing tool in which the polymer in the molten state is already present.
• the temperature mixing tool may be a vessel provided with rotors and heated by a fluid circulation. This is called an internal mixer. It is a "batch" process.
• a Brabender mixer may be mentioned. After cooling, a blank of solid material is recovered which can be shaped in a mold by compression.
• the temperature mixing tool may also be an extruder in which the material is transported, heated and kneaded by rotating screw members. It is a "continuous" process.
• a Werner ZSK30 extruder may be mentioned. A rush of molten material is recovered which is cooled and then cut to obtain granules. These granules can then be injected in the form of test pieces or finished materials.
• the hydrophilizing agent When the hydrophilizing agent is in solid form, that is to say in the form of a powder, flake or granules, the incorporation is then easily as indicated above.
• the hydrophilizing agent When the hydrophilizing agent is in liquid form, 100% hydrophilizing agent, or the hydrophilizing agent in solution in a solvent, there are several possibilities of incorporation.
• the present invention therefore also relates to a process for preparing a composition comprising the thermoplastic polymer and the hydrophilizing agent, characterized in that the hydrophilizing agent is mixed with the thermoplastic polymer in molten form.
• the present invention therefore also relates to a process for preparing a composition comprising the thermoplastic polymer and the hydrophilizing agent, characterized in that the hydrophilizing agent is mixed with the thermoplastic polymer optionally with other ingredients, for example fillers or stabilizers, by mixing with the thermoplastic polymer before melting, by direct introduction into the molten thermoplastic polymer, and / or by masterbatch.
• the melt blends of thermoplastic polymer and hydrophilizing agent can be shaped by any conventional means (extrusion, injection, pulling films ...) to obtain the desired objects.
• the melt blends of thermoplastic polymer and hydrophilizing agent can thus be formed into molding powder, in the form of an extruded and / or blown and / or injected object, in the form of a film, or in the form of fibers. yarns or filaments, optionally assembled in woven or nonwoven textile surface.
• the invention also relates to the applications of these objects in thermoplastic polymers with hydrophilized surfaces.
• thermoplastic polymer with a hydrophilized surface examples of objects made of thermoplastic polymer with a hydrophilized surface, mention may in particular be made of a nonwoven textile surface comprising fibers based on a composition according to the invention.
• thermoplastic polymer with a hydrophilized surface examples include mass objects such as parts for the automotive industry.
• objects made of thermoplastic polymer with a hydrophilized surface include food containers made of polyolefin (polyethylene or polypropylene).
• thermoplastic polymer with a hydrophilized surface examples include packaging or polypropylene films.
• the invention finally relates to a use of anionic surfactants in the form of salts or in acid form as defined above as hydrophilizing agent of a composition comprising a thermoplastic polymer.
• Surface hydrophilicity is evaluated by measuring the contact angle between a drop of purified, distilled water and said surface.
• a drop of distilled water of calibrated size is deposited under standardized and repetitive conditions on the surface to be to study. It spreads or retracts more or less depending on the hydrophilicity of the surface, and with suitable equipment, it is possible to measure the angle formed by the deposited drop and the surface.
• the apparatus used may be, for example, a goniometer for measuring the wetting angle, for example of the Tantec mark. It is also possible to use an automatic measuring device, such as the IT Concept company's droplet monitor with optical bench. This is the case of the measurements that have been made in the examples presented below.
• the manipulation consists in depositing on the clean and smooth surface of the sample a drop of water of calibrated volume equal to two microliters using a syringe.
• the drop is illuminated by a uniform light source, type integrating sphere, the image of his profile is projected by a telecentric telephoto lens on a CCD camera. It is digitized and then processed by software to determine several times per second the right and left contact angles defined as the angles between the plane formed by the support and tangent planes on either side of the base of the drop.
• pure polypropylene has a contact angle with pure water of 105 °.
• the hydrophilizing agents when they are mixed with the thermoplastic polypropylene polymer make it possible to lower this value very substantially, at levels between 70 and 85 °.
• the constituents (94.9% of isotactic polypropylene homopolymer polypropylene polymer sold by ATOFINA under the name PPH4060, 5% of hydrophilizing additive and 0.1% of Irganox B225 thermal stabilizer) are introduced into the tank of a mixer. internal brand "Brabender" brought to a temperature of 15O 0 C.
• the tank is equipped with two counter-rotating rotors of thermoplastic type W50, rotating at a speed of rotation of 125 RPM. Given the internal shear, the final temperature of the mixture is between 18O 0 C and 190 0 C.
• a charged polymer blank is extracted from the tank, and is pressed into a mold 800 microns thick, between two compression plates heated to 200 0 C under 200 bar pressure for 2 minutes. The mold is then cooled between two trays cooled to 18 0 C under a pressure of 200 bar for 4 minutes. After cooling and consolidation, these specimens are subjected to various physico-chemical tests to check the hydrophilicity of their surface and the resulting properties.
• the measurements were made in the examples presented below using a drop tensiometer with optical bench called the SDT 200 from the company IT Concept.
• the manipulation consists in depositing on the clean and smooth surface of the sample a drop of water of calibrated volume equal to two microliters using a syringe.
• the drop is illuminated by a uniform light source, type integrating sphere, the image of his profile is projected by a telecentric telephoto lens on a CCD camera. It is digitized and then processed by software to determine several times per second the right and left contact angles defined as the angles between the plane formed by the support and tangent planes on either side of the base of the drop.
• Table I corresponds to the average of 10 to 15 measurements.
• PP means polypropylene

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• Chemical & Material Sciences (AREA)
• Health & Medical Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Organic Chemistry (AREA)
• Processes Of Treating Macromolecular Substances (AREA)
• Compositions Of Macromolecular Compounds (AREA)
• Absorbent Articles And Supports Therefor (AREA)
• Artificial Filaments (AREA)
• Nonwoven Fabrics (AREA)

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• 2006
  • 2006-03-03 JP JP2008501351A patent/JP2008535955A/ja active Pending
  • 2006-03-03 US US11/886,304 patent/US8287509B2/en not_active Expired - Fee Related
  • 2006-03-03 WO PCT/FR2006/000479 patent/WO2006097597A1/fr active Application Filing
  • 2006-03-03 EP EP06726017A patent/EP1858966A1/de not_active Withdrawn
• 2012
  • 2012-02-02 JP JP2012020923A patent/JP2012107251A/ja not_active Abandoned

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